Custom Sailing Charters
Sailing adventures in the Greek Islands, Caribbean, US Coastal and more. See the islands like a traveler, not a tourist! We offer the “local” experience on fully crewed yachts, bareboats and everything in between. Bring your own group or join one of ours, we make it easy with Custom Sailing.

Let our knowledgeable, experienced staff and crews show you the "real" islands. With Custom Sailing, Ltd. you travel with friends and experience the islands like a local. We are there with you every step of the way. Remember, your someday is today...
Top of the Baths
Some times considered the 8th wonder of the world, the Baths is one of the most popular landmarks in the British Virgin Islands. Gigantic granite boulders and half-submerged rocks line the shore of Virgin Gorda. Explore the grottos, tunnels, arches and don't forget your mask and snorkel.
Baths of Kythnos
Kythnos is a Greek island in the Western Cyclades between Kea and Serifos. It has more than 70 beaches, many of which are still inaccessible by road. Of particular note is the crescent-shaped isthmus of fine sand at Kolona, where sunbathers may relax with the sea lapping at both sides of the beach. At the Baths of Kythnos there are said to be healing sources, famous for their therapeutic attributes from the ancient years, are unique in the islands of Cyclades.
St. Vincent & The Grenadines
Join us as we sail from Blue Lagoon in St. Vincent and sail through the Grenadines with stops in Mustique, the island of rock stars and royalty, Bequai, Tobago Cays and others.
Alimos Sunset
Alimos Marina is our home port while in Athens. Not far from the city center and Plaka, Alimos offers spectacular sunsets, tavernas, wifi at the dock, nightclubs and more.
Tobago Cays, Grenadines
Your own private Robinson Caruso island! A protected National Park offers incredible snorkeling and swimming with the turtles. Join us in the Caribbean!
Aigina Greece
Aigina the island closest to Athens offers of pistachios and the freshest of produce right on the water.
Anegada
Located just north of the BVI chain, Anegada is reef islands surrounded by over 400 ship wrecks. This makes for great diving, beautiful beaches and magical sunsets. Wild flamingos and friendly locals inhabit the island!

Custom Sailing Has a Blog! Read About Our Most Recent Adventures Here!

About Custom Sailing

Meet Our Crew >>

Now in our 9th year, Captain Valerie Weingrad welcomes you aboard for your Custom Sailing holiday. Offering “Tailor made” sailing vacations the Greek Islands, Mediterranean, Caribbean and New England. Let our knowledgeable, experienced staff and crews show you the “real” islands.

Caribbean

Come Sail The Caribbean >>

Sail the British Virgin Islands on your very own private yacht! Join us in Tortola known as a “sailor’s paradise” for its protected island chain and easy sailing. Our 50′ yacht Capella has all the comforts of home! Or choose our new 45’ or 50’ yacht as we sail from Blue Lagoon in St. Vincent.

Greek Islands

Explore The Aegean Seas >>

The Greek Islands: The land of sun, sea and civilization. Your soul will remain in the Aegean Sea! Join us as Custom Sailing Worldwide begins our 9th year of sailing in the magical Greek Islands. Scheduled trips begin in May and run through September.

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